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(±)-Nornicotine

Name: (±)-Nornicotine
Brand: SIGMA

≥98% (TLC), Nicotinic acetylcholine receptor agonist, liquid

Synonym(s):

2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₂N₂

CAS Number:

5746-86-1

Molecular Weight:

148.20

UNSPSC Code:

12352210

eCl@ss:

39151701

PubChem Substance ID:

24897615

NACRES:

NA.77

Beilstein/REAXYS Number:

81968

MDL number:

MFCD00016913

Assay:

≥98% (TLC)

Form:

liquid

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Properties

Product Name

(±)-Nornicotine, ≥98% (TLC), liquid

Quality Segment

200

assay

≥98% (TLC)

form

liquid

color

yellow

solubility

H₂O: 20 mg/mL

storage temp.

2-8°C

SMILES string

C1CNC(C1)c2cccnc2

InChI

1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2

InChI key

MYKUKUCHPMASKF-UHFFFAOYSA-N

Gene Information

mouse ... Chrna1(11435), Chrna7(11441)
rat ... Chrna4(25590)

Description

Application

(±)-Nornicotine has been used as a neat alkaloid standard to demonstrate the mechanistic role that oxides of nitrogen have in tobacco-specific nitrosamines formation.

Biochem/physiol Actions

Nornicotine, an active metabolite of nicotine, is a nicotinic acetylcholine receptor agonist. Nornicotine is a minor alkaloid of tobacco leaves that serves as a precursor of a carcinogen, N-nitrosonornicotine. N-Demethylation of nicotine gives nornicotine, which occurs especially during tobacco leaf senescence and curing.

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This Item	N3876	SML1236	N1019
Sigma-Aldrich N3018 (±)-Nornicotine	Sigma-Aldrich N3876 (−)-Nicotine	Sigma-Aldrich SML1236 (−)-Nicotine hydrogen tartrate salt	Sigma-Aldrich N1019 (−)-Nicotine hemisulfate salt
assay ≥98% (TLC)	assay ≥99% (GC)	assay ≥98% (HPLC)	assay ≥95% (TLC)
form liquid	form liquid	form powder	form liquid
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. -	storage temp. room temp	storage temp. -
solubility H₂O: 20 mg/mL	solubility ethanol: 50 mg/mL	solubility H₂O: 20 mg/mL, clear	solubility -
color yellow	color yellow	color white to beige	color dark brown

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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